Methanol → {5-[Bis(methyloxy)methyl]-3-bromo-2-pyridinyl}methanol

Participants

Reaction Conditions

Reaction Steps

Trifluoroacetic anhydride (0.191 mL, 1.353 mmol) was added to a solution of 5-[bis(methyloxy)methyl]-3-bromo-2-methylpyridine 1-oxide (118.2 mg, 0.451 mmol) in EtOAc (3 mL) at 0° C. and the mixture was heated at 77° C. in a sealed tube for 6 h and at room temperature overnight. Methanol (0.262 mL, 6.47 mmol) was added and the mixture was stirred at room temperature, and after stirring for 20 min, DCM and 10% Na2CO3 solution were added. Extraction, drying (Na2SO4), and filtration afforded {5-[bis(methyloxy)methyl]-3-bromo-2-pyridinyl}methanol (98 mg, 83%) as a brown oil pure enough to be used in the next step.

Provenance & Evidence